کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5224412 | 1383517 | 2009 | 7 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Versatile synthesis of epicatechin series procyanidin oligomers, and their antioxidant and DNA polymerase inhibitory activity Versatile synthesis of epicatechin series procyanidin oligomers, and their antioxidant and DNA polymerase inhibitory activity](/preview/png/5224412.png)
Proanthocyanidins, known as condensed tannins or oligomeric flavonoids, exist in many edible plants and show various interesting biological activities. We have developed a simple and versatile method of synthesizing procyanidin oligomers consisting of (â)-epicatechin and (+)-catechin. This method is applicable to the synthesis of various 3-O-substituted oligomers. We report here the stereoselective and length controlled synthesis of [4-8]-condensed (â)-epicatechin series procyanidin oligomers. We described the details of the synthesis of an two tetramers, (â)-epicatechin-(â)-epicatechin-(â)-epicatechin-(â)-epicatechin and (â)-epicatechin-(â)-epicatechin-(â)-epicatechin-(+)-catechin (arecatannin A1), (â)-epicatechin pentamer and two 3,3â³,3â-tri-O-galloyl trimers, (â)-epicatechin-(â)-epicatechin-(â)-epicatechin-3,3â³,3â-tri-O-gallate and (â)-epicatechin-(â)-epicatechin-(+)-catechin-3,3â³,3â-tri-O-gallate with the condensation method using TMSOTf as a catalyst. The ability of DPPH radical scavenging activity and DNA polymerase inhibitory activity of these oligomeric compounds were investigated.
Journal: Tetrahedron - Volume 65, Issue 36, 5 September 2009, Pages 7422-7428